180347-84-6Relevant academic research and scientific papers
Rh-ImiFerroPhos complexes catalyzed asymmetric hydrogenation of β-substituted α,β-unsaturated hosphonates
Duan, Zhengchao,Wang, Lianzhi,Zuo, Xiaoyu,Hu, Xiangping,Zheng, Zhuo
, p. 227 - 231 (2014)
A series of chiral ferrocenyl diphosphine ligands (ImiFerroPhos ligands) has been applied to the hydrogenation of β-substituted α,β- unsaturated phosphonates to generate a range of optically active β-substituted alkylphosphonates in good yields with good
Enantioselective Synthesis of Chiral Phosphonates via Rh/f-spiroPhos Catalyzed Asymmetric Hydrogenation of β,β-Disubstituted Unsaturated Phosphonates
Wang, Chaoqiong,Xie, Fang,Guo, Qianling,Xie, Chaochao,Zi, Guofu,Ye, Weiping,Zhou, Zhangtao,Hou, Guohua,Zhang, Zhanbin
, p. 12034 - 12045 (2021/08/24)
The first asymmetric hydrogenation of β,β-diaryl unsaturated phosphonates has been realized for synthesis of β,β-diaryl chiral phosphonates with excellent enantioselectivities (up to 99.9% ee) catalyzed by the Rh-(R,R)-f-spiroPhos complex. Furthermore, this catalyst also exhibits comparably excellent performance for β-aryl-β-alkyl unsaturated phosphonates providing the corresponding chiral phosphonates with up to 99.9% ee values. This methodology provides a straightforward access to asymmetric synthesis of chiral phosphonates.
Enantioselective synthesis of optically active alkylphosphonates via Rh-catalyzed asymmetric hydrogenation of β-substituted α,β- unsaturated phosphonates
Duan, Zheng-Chao,Wang, Lian-Zhi,Song, Xin-Jian,Hu, Xiang-Ping,Zheng, Zhuo
experimental part, p. 508 - 514 (2012/08/07)
The Rh-catalyzed asymmetric hydrogenation of β-substituted α,β-unsaturated phosphonates using (Sc,S p)-WalPhos as the chiral ligand is reported, in which a wide range of optically active β-substituted alkylphosphonates were obtained
Enantioselective synthesis of optically active alkanephosphonates via rhodium-catalyzed asymmetric hydrogenation of β-substituted α,β-unsaturated phosphonates with ferrocene-based monophosphoramidite ligands
Duan, Zheng-Chao,Hu, Xiang-Ping,Wang, Dao-Yong,Huang, Jia-Di,Yu, Sai-Bo,Deng, Jun,Zheng, Zhuo
supporting information; experimental part, p. 1979 - 1983 (2009/09/07)
A series of chiral β-substituted alkane-phosphonates was synthesized in high enantioselectivities via the first rhodium-catalyzed asymmetric hydrogenation of the corresponding β-substituted-α,β-unsaturated phosphonates using a ferrocene-derived monophosphoramidite ligand, with which up to 99.5% ee have been achieved for the hydrogenation of (E)-substrates and 98.0% ee for (Z)-substrates.
A new and facile synthetic route to 1-alkyl-2-oxopropylphosphonates: 1 alkylation with subsequent ozonolysis of 2-methyl allylic phosphonates
Gil, Jun Mo,Park, Kwang Young,Hah, Jung Hwan,Oh, Dong Young
, p. 3601 - 3607 (2007/10/03)
Alkylation of the 2-methyl allylic phosphonates is performed by treatment with n-BuLi, followed by addition of alkyl halides. The 1-alkyl-2- oxopropylphosphonates are obtained by the ozonolysis of the corresponding allylic phosphonates.
82. Enantioselective reduction of electrophilic C=C bonds with sodium tetrahydroborate and 'semicorrin' cobalt catalysts
Misun, Marian,Pfaltz, Andreas
, p. 961 - 972 (2007/10/03)
'Semicorrin' cobalt complexes, prepared in situ from cobalt(II) chloride and the corresponding ligands, are efficient catalysts for the enantioselective reduction of electrophilic C=C bonds with NaBH4. The best selectivities (> 90% ee) are achieved with α,β-unsaturated carboxamides and carboxylates. Analogous α,β-unsaturated nitriles, sulfones, and phosphonates afford enantiomenc excesses of 50-70%. Interestingly, in the reduction of α,β-unsaturated sulfones, the highest enantioselectivities were obtained with unsymmetrical 'semicorrins', whereas in all other cases C2-symmetric 'semicorrins' proved to be superior.
